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Bufexamac

CAS# 2438-72-4

Bufexamac

Catalog No. BCC4427----Order now to get a substantial discount!

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Chemical structure

Bufexamac

3D structure

Chemical Properties of Bufexamac

Cas No. 2438-72-4 SDF Download SDF
PubChem ID 2466 Appearance Powder
Formula C12H17NO3 M.Wt 223.27
Type of Compound N/A Storage Desiccate at -20°C
Synonyms Bufexamic acid
Solubility DMSO : ≥ 100 mg/mL (447.89 mM)
H2O : < 0.1 mg/mL (insoluble)
*"≥" means soluble, but saturation unknown.
Chemical Name 2-(4-butoxyphenyl)-N-hydroxyacetamide
SMILES CCCCOC1=CC=C(C=C1)CC(=O)NO
Standard InChIKey MXJWRABVEGLYDG-UHFFFAOYSA-N
Standard InChI InChI=1S/C12H17NO3/c1-2-3-8-16-11-6-4-10(5-7-11)9-12(14)13-15/h4-7,15H,2-3,8-9H2,1H3,(H,13,14)
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of Bufexamac

DescriptionBufexamac is a COX inhibitor used as an anti-inflammatory agent. Target: COX Bufexamac is a drug used as an anti-inflammatory agent on the skin, as well as rectally. Bufexamac is a specific inhibitor of class IIB histone deacetylases (HDAC6 and HDAC10). Treatment of peripheral blood mononuclear cells with bufexamac inhibits the secretion of IFN-α [1]. Bufexamac is a frequent and relevant contact sensitizer. Bufexamac is a non-steroidal anti-inflammatory drug [2].

References:
[1]. Bantscheff, M., et al., Chemoproteomics profiling of HDAC inhibitors reveals selective targeting of HDAC complexes. Nat Biotechnol, 2011. 29(3): p. 255-65. [2]. Kranke, B., et al., Epidemiological significance of bufexamac as a frequent and relevant contact sensitizer. Contact Dermatitis, 1997. 36(4): p. 212-5.

Bufexamac Dilution Calculator

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Bufexamac Molarity Calculator

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Preparing Stock Solutions of Bufexamac

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 4.4789 mL 22.3944 mL 44.7888 mL 89.5776 mL 111.9721 mL
5 mM 0.8958 mL 4.4789 mL 8.9578 mL 17.9155 mL 22.3944 mL
10 mM 0.4479 mL 2.2394 mL 4.4789 mL 8.9578 mL 11.1972 mL
50 mM 0.0896 mL 0.4479 mL 0.8958 mL 1.7916 mL 2.2394 mL
100 mM 0.0448 mL 0.2239 mL 0.4479 mL 0.8958 mL 1.1197 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on Bufexamac

Bufexamac is a COX inhibitor for IFN-α release with EC50 of 8.9 μM.

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References on Bufexamac

Bufexamac ameliorates LPS-induced acute lung injury in mice by targeting LTA4H.[Pubmed:27126280]

Sci Rep. 2016 Apr 29;6:25298.

Neutrophils play an important role in the occurrence and development of acute lung injury (ALI). Leukotriene B4 (LTB4), a hydrolysis product of epoxide leukotriene A4 (LTA4) catalyzed by LTA4 hydrolase (LTA4H), is one of the most potent chemoattractants for neutrophil. Bufexamac is a drug widely used as an anti-inflammatory agent on the skin, however, the mechanism of action is still not fully understood. In this study, we found Bufexamac was capable of specifically inhibiting LTA4H enzymatic activity and revealed the mode of interaction of Bufexamac and LTA4H using X-ray crystallography. Moreover, Bufexamac significantly prevented the production of LTB4 in neutrophil and inhibited the fMLP-induced neutrophil migration through inhibition of LTA4H. Finally, Bufexamac significantly attenuated lung inflammation as reflected by reduced LTB4 levels and weakened neutrophil infiltration in bronchoalveolar lavage fluid from a lipopolysaccharide-induced ALI mouse model. In summary, our study indicates that Bufexamac acts as an inhibitor of LTB4 biosynthesis and may have potential clinical applications for the treatment of ALI.

Allergic contact dermatitis to topical preparations of bufexamac.[Pubmed:22881467]

Australas J Dermatol. 2012 Aug;53(3):207-10.

In Australia Bufexamac is mainly used for pharmacist-initiated local treatment of various dermatoses. The European Medicines Agency's Committee for Medicinal Products for Human Use recently recommended that marketing authorisation for Bufexamac-containing preparations be revoked throughout the European Union because of the risk of severe allergic contact dermatitis. We retrospectively reviewed the patch test database at the Skin and Cancer Foundation Inc. and identified 19 cases of positive reactions to Bufexamac (5% petrolatum) from 451 people patch tested. The Bufexamac reaction was deemed relevant to the presenting dermatitis in 13 of 19 (68%) patients. Bufexamac allergic contact dermatitis is under-reported in the English literature. We wish to emphasise the severity and the unusually polymorphic eruptions observed in some of the cases. Clinicians should consider the possibility of allergic contact dermatitis to Bufexamac-containing preparations in all patients where there is a history of exposure, even if used for only a short time.

Description

Bufexamac is a class IIB histone deacetylases (HDAC6 and HDAC10) inhibitor used as an anti-inflammatory agent.

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